Compare Holiday Homes with Pools in Orlando

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Orlando holiday homes
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Premier Holiday Homes with Swimming Pools in Orlando

Luxury 2bd 2 Bath Condo Home 254 - Orlando
8.0 2 reviews
Orlando
27/06 – 11/07
£157/nighttotal: £2198 (14 )

Luxury 2bd 2 Bath Condo Home 254

2 4
house, Hunters Creek
Conveniently located in Kissimmee, this 2-bedroom condo is situated approximately 9.3 kilometres from Gatorland and 10.1 kilometres from Disney Springs, with further attractions like Disney's Hollywood Studios just 11.3 kilometres away.
This house offers a fantastic holiday getaway with its own swimming pool, along with a fully equipped kitchen, air conditioning, and free WiFi, perfect for families and groups of up to 9 people.
Welcoming Lakefront Condo With Gorgeous Lake View, Kitchen, Ac, Pool & Hot Tub - Orlando
Orlando
04/07 – 16/07
£133/nighttotal: £1596 (12 )

Welcoming Lakefront Condo With Gorgeous Lake View, Kitchen, Ac, Pool & Hot Tub

1 3
house, Lake Buena Vista
Located 4.5 kilometres from Disney Springs in Orlando, this lakefront condo offers a prime position for exploring the area's attractions.
This accommodation, perfect for up to nine guests, boasts a swimming pool and a hot tub, alongside a fitness centre and a private balcony, with free WiFi and parking included.
Family Townhome: Pool, Game Room & Prime Location - Orlando
9.6 35 reviews
Orlando
25/06 – 26/06
£395/nightfor 1 night

Family Townhome: Pool, Game Room & Prime Location

5 7
house, Williamsburg
This spacious five-bedroom house in the Paradiso Grande community offers excellent access to Orlando's renowned attractions, situated just 3.2 to 4.8 kilometres from Disney Parks and 1.6 to 2.4 kilometres from Universal Studios.
Enjoy a private swimming pool, an NBA-themed game room, and themed children's bedrooms, all within a secure community with a guard entrance, perfect for families seeking a memorable getaway with a pool.
15 Mi To Disney Kissimmee Townhome With Patio - Orlando
9.7 15 reviews
Orlando
26/12 – 06/01
£178/nighttotal: £1958 (11 )

15 Mi To Disney Kissimmee Townhome With Patio

3 2
house, Buenaventura Lakes
This Kissimmee townhome is conveniently located, just 6.7 miles from Gatorland and 15 miles from Disney World, with Orlando International Airport a mere 6.8 miles away.
This 143 square meter house offers 3 bedrooms, air conditioning, a fully equipped kitchen with a dishwasher, and a private swimming pool ideal for a relaxing getaway.
8 Bedroom 6 Bathroom Resort Home Villa - Orlando
8.7 39 reviews
Orlando
18/06 – 23/06
£598/nighttotal: £2990 (5 )

8 Bedroom 6 Bathroom Resort Home Villa

8 12
house, Hunters Creek
Enjoy a resort home villa with a private swimming pool and hot tub, conveniently located in Kissimmee, just 10.3 kilometres from Disney Springs and 9.3 kilometres from Gatorland.
This spacious 372 square metre villa offers eight bedrooms and six bathrooms, ideal for large families, and includes a fully equipped kitchen, complimentary Wi-Fi, and air conditioning for a comfortable stay.
6165 Carrier Dr #1212 Orlando 1bed - Orlando
Orlando
04/07 – 11/07
£131/nighttotal: £917 (7 )

6165 Carrier Dr #1212 Orlando 1bed

1 2
apartment, Orlando
Conveniently located on Carrier Drive in Orlando, this apartment is situated just 1.9 kilometres from The Wheel At Icon Park and 2.4 kilometres from Universal Studios' Islands of Adventure.
This apartment, with a floor area of 33 square metres and capacity for 3 guests, offers a kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, jacuzzi, garden, spa, fitness centre, and parking, ensuring a comfortable stay with a pool.
Classy Lakefront Condo, W/ Shared Pool, Hot Tub, & Fitness Center - Near Disney - Orlando
Orlando
27/06 – 11/07
£153/nighttotal: £2142 (14 )

Classy Lakefront Condo, W/ Shared Pool, Hot Tub, & Fitness Center - Near Disney

2 4
house, Lake Buena Vista
Just 4.5 kilometres from Disney Springs, this lakefront condo offers direct lake views and convenient access to Orlando's major theme parks.
This family-friendly accommodation boasts a swimming pool, a hot tub, and a fitness centre, alongside a private balcony and a fully equipped kitchen, perfect for a relaxing getaway with a pool.
185 M² Ferienhaus ∙ 3 Schlafzimmer ∙ 12 Gäste - Orlando
Orlando
18/06 – 23/06
£335/nighttotal: £1675 (5 )

185 M² Ferienhaus ∙ 3 Schlafzimmer ∙ 12 Gäste

3 12
house, Williamsburg
Located within the Vista Cay Resort in Orlando, this house is centrally positioned for exploring the city's attractions, just a short drive from popular theme parks.
This family-friendly house offers resort-style amenities including a swimming pool, air conditioning, and a garden, comfortably sleeping up to 12 guests with a floor area of 185 square meters.
Family Resort Condo With 2 Pools 1 Mi To Disney! - Orlando
9.1 18 reviews
Orlando
09/07 – 12/07
£195/nighttotal: £585 (3 )

Family Resort Condo With 2 Pools 1 Mi To Disney!

2 7
apartment, Lake Buena Vista
Located in Orlando, this resort condo is a short drive from Disney Springs (4.5 kilometres) and SeaWorld's Discovery Cove (7.9 kilometres).
This 100 square metre resort condo offers 2 bedrooms, 2 bathrooms, and features a swimming pool, Jacuzzi, spa, and fitness centre, perfect for a getaway with a pool.
Apartment ∙ 4 Bedrooms ∙ 8 Guests - Orlando
Orlando
13/09 – 19/09
£143/nighttotal: £858 (6 )

Apartment ∙ 4 Bedrooms ∙ 8 Guests

4 6
apartment, Orlando
Offering exclusive access to Ventura Country Club amenities, this apartment is situated within a private, secluded area, just 10.5 kilometres from Orlando International Airport and 17.5 kilometres from the Orlando Science Centre.
This family-friendly apartment for 8 guests features 4 bedrooms, 2.5 bathrooms, a garden, and a private patio, alongside a swimming pool and various dining and entertainment options, including table tennis and smart TVs, making it ideal for a getaway with a pool.
Star Hideaway At Storey Lake By Shine Villas Townhouse - Orlando
9.1 72 reviews
Orlando
20/10 – 04/11
£146/nighttotal: £2190 (15 )

Star Hideaway At Storey Lake By Shine Villas Townhouse

4 6
house, Hunters Creek
Conveniently located in Kissimmee, this townhouse is just 6.4 kilometres from Disney Springs and 6.8 kilometres from Disney's Wide World of Sports.
This family-friendly house with a pool offers 4 bedrooms and 3 bathrooms, complete with a fully equipped kitchen, air conditioning, complimentary WiFi, and private parking, ensuring a comfortable stay.
Luxury Condo With Huge Private Balcony On Lake Bryan - Orlando
9.4 67 reviews
Orlando
18/06 – 21/06
£136/nighttotal: £408 (3 )

Luxury Condo With Huge Private Balcony On Lake Bryan

1 2
apartment, Lake Buena Vista
Situated on Lake Bryan, this luxury condo is conveniently located approximately 4.5 kilometres from Disney Springs and 8 kilometres from both SeaWorld's Discovery Cove and Disney's Boardwalk.
This 74-square-metre house offers a spacious retreat with a huge private balcony boasting lake views, a well-equipped kitchen, and access to an outdoor swimming pool and hot tub, perfect for a getaway with a pool.

Family-Friendly Holiday Homes with Pools in Orlando

Lakefront Condo With Beautiful Views, Wifi, Central Ac, Shared Pool, & Hot Tub - Orlando
Orlando
20/06 – 27/06
£126/nighttotal: £882 (7 )

Lakefront Condo With Beautiful Views, Wifi, Central Ac, Shared Pool, & Hot Tub

1 2
house, Lake Buena Vista
This lakefront condo in Orlando offers stunning views and is conveniently situated 4.5 kilometres from Disney Springs and 7.9 kilometres from SeaWorld's Discovery Cove.
Guests can enjoy a relaxing stay with access to a shared swimming pool, a hot tub, and an on-site fitness room, making it an ideal choice for a pool getaway.

Pet-Friendly Holiday Homes with a Pool in Orlando

Among the 2432 accommodations in Orlando, here are the 8 best family friendly villas and holiday homes

Treasure Palace - Orlando
9.4 84 reviews
Orlando
02/09 – 11/09
£145/nighttotal: £1305 (9 )

Treasure Palace

3 3
house, Williamsburg
Located in Orlando, Treasure Palace offers exceptional proximity to major theme parks and attractions, sitting just 2.6 kilometres from Universal Epic Universe and 3.2 kilometres from SeaWorld Orlando.
This spacious 179 square metre house, perfect for families, boasts a swimming pool, a Jacuzzi, and a spa, alongside essential amenities like a fully equipped kitchen and air conditioning for a comfortable stay.
3br 4 Bath Large Condo 5min Conv Center 1732ft - Orlando
9.4 4855 reviews
Orlando
16/07 – 26/07
£179/nighttotal: £1790 (10 )

3br 4 Bath Large Condo 5min Conv Center 1732ft

2 3
house, Williamsburg
Just 2.7 kilometres from the Orange County Convention Centre, this modern condo in Orlando offers excellent access to major attractions, including Universal Epic Universe (3 kilometres) and SeaWorld Orlando (3.2 kilometres).
This family-friendly house, suitable for families with children, boasts a swimming pool and a hot tub, alongside a fully equipped kitchen and free Wi-Fi for a comfortable stay.
Last Minute Disney Getaway! Luxury Villa With Private Pool. Book Now! #102051 - Orlando
Orlando
30/07 – 31/08
£201/nighttotal: £6432 (32 )

Last Minute Disney Getaway! Luxury Villa With Private Pool. Book Now! #102051

3 1
house, Williamsburg
This Orlando condo is situated in the Vista Cay Resort at Millennium, less than 16 kilometres from Disney World and a short distance from Universal Studios and SeaWorld.
Enjoy a family holiday with this spacious three-bedroom house, accommodating up to six guests and featuring a fantastic swimming pool for a perfect pool getaway.
Charming Winter Park 3 Bedroom Villa With Pool - Orlando
9.4 17 reviews
Orlando
27/06 – 11/07
£157/nighttotal: £2198 (14 )

Charming Winter Park 3 Bedroom Villa With Pool

4 4
house, Goldenrod
Centrally located in East Winter Park's Goldenrod neighbourhood, this spacious house offers excellent access to local amenities and attractions, being just 800 meters from major shopping centres and a 25-minute drive to Orlando International Airport.
This family-friendly four-bedroom house, sleeping six guests, boasts a private swimming pool and jacuzzi, alongside a garden and parking, making it ideal for a relaxing getaway with a pool.
Dog-friendly Lakefront Condo W/wifi, W/d, Ac, Resort Amenities, Near Attractions - Orlando
Orlando
04/08 – 13/08
£161/nighttotal: £1449 (9 )

Dog-friendly Lakefront Condo W/wifi, W/d, Ac, Resort Amenities, Near Attractions

2 3
house, Lake Buena Vista
Located in Lake Buena Vista, this dog-friendly lakefront condo is just 4.3 kilometres from Disney Springs, offering convenient access to SeaWorld's Discovery Cove at 7.7 kilometres and Disney's Boardwalk at 7.9 kilometres.
This family-friendly house, boasting 100 square metres of living space, features two bedrooms, two bathrooms, and a fully equipped kitchen, alongside on-site resort amenities including a swimming pool and fitness centre, ensuring a comfortable stay with a pool.
6br Luxury Villa Paradiso Grande Near Disney - Orlando
Orlando
18/06 – 23/06
£737/nighttotal: £3685 (5 )

6br Luxury Villa Paradiso Grande Near Disney

6 12
house, Williamsburg
Just 500 meters from Universal Orlando Resort and a short drive from Walt Disney World, this luxurious 6-bedroom, 6-bathroom villa in the Paradiso Grande Resort offers unparalleled access to Orlando's premier theme parks.
This spacious house, perfect for families, boasts a private heated swimming pool, a cinema room, and an Avengers-themed games room, ensuring entertainment for all guests.
4bd/3ba Family Townhome Near Disney - Orlando
9.6 204 reviews
Orlando
29/12 – 31/12
£426/nighttotal: £852 (2 )

4bd/3ba Family Townhome Near Disney

4 5
apartment, Hunters Creek
Enjoy a private swimming pool with sunset views at this 4-bedroom apartment in Kissimmee's Storey Lake community, conveniently located just 1.6 to 3.2 kilometres from the Disney Parks.
This spacious 178 square metre apartment offers accommodation for up to 8 guests, featuring a fully equipped kitchen, complimentary WiFi, and exclusive access to The Hideaway Club's resort pool and fitness centre.
Our Luxurious And Comfortable Villa Offers Everything Your Heart Desires - Orlando
8.4 164 reviews
Orlando
10/09 – 10/09
£115/nighttotal: £41975 (365 )

Our Luxurious And Comfortable Villa Offers Everything Your Heart Desires

4 3
house, Meadow Woods
Set within the tranquil Meadow Woods district, this house offers excellent proximity to Orlando's major theme parks, just a short drive from Orlando International Premium Outlets and Disney Springs™.
This family-friendly house boasts a generous 220 square meters of living space and accommodates up to 11 guests, featuring a screened-in swimming pool with dining facilities and a covered terrace for outdoor enjoyment.

Popular cities

Luxury Holiday Homes with a Private Pool in Orlando

Among the 2432 accommodations in Orlando, here are the 8 best pet friendly villas and holiday homes

Epic Universe New Deluxe Condo, Vista Cay - 3022 - Orlando
Orlando
20/06 – 22/06
£233/nighttotal: £466 (2 )

Epic Universe New Deluxe Condo, Vista Cay - 3022

2 2
house, Williamsburg
Located in Orlando, this house is situated just 2.9 kilometres from Universal Epic Universe and 3.7 kilometres from SeaWorld Orlando, with Orlando International Airport 16 kilometres away.
This house offers a fantastic swimming pool and a hot tub, perfect for unwinding, and features a fully equipped kitchen and outdoor play equipment for children.
Ultimate Summer Retreat - Townhome By Disney! - Orlando
Orlando
09/07 – 12/07
£326/nighttotal: £978 (3 )

Ultimate Summer Retreat - Townhome By Disney!

4 7
house, Celebration
Perfectly positioned for exploring Walt Disney World attractions, this house is just 5.8 kilometres from Hollywood Studios and 7.2 kilometres from Disney Springs, offering a superb base for family fun.
This spacious 184 square metre house accommodates up to 15 guests with 4 bedrooms and 4 bathrooms, featuring a fully equipped kitchen, free WiFi, and a delightful swimming pool for ultimate relaxation.
Condo Luxo 3 Quartos | Storey Lake Resort - Orlando
Orlando
11/12 – 18/12
£149/nighttotal: £1043 (7 )

Condo Luxo 3 Quartos | Storey Lake Resort

1 4
house, Hunters Creek
Located in Kissimmee, this house is 8.7 kilometres from Gatorland and 9.8 kilometres from Disney Springs, with Orlando International Airport 22.5 kilometres away.
This spacious 140 square metre house accommodates up to 13 guests and boasts a fantastic swimming pool, a jacuzzi, and a garden, making it an ideal family getaway with a pool.
Luxury 2br Epic Universe Condo At Vista Cay 3029 By Vista Cay Resort - Orlando
Orlando
26/07 – 31/07
£182/nighttotal: £910 (5 )

Luxury 2br Epic Universe Condo At Vista Cay 3029 By Vista Cay Resort

1 6
house, Williamsburg
This house in Orlando is perfectly situated, being just 2.7 kilometres from the Orange County Convention Centre and 3 kilometres from Universal Epic Universe.
Enjoy this spacious house with a pool, offering 116 square metres of living space, accommodation for 11 guests, and a fully equipped kitchen, ideal for a family getaway.
4 Bedrooms3 Bathrooms At Storey Lake Resort - Orlando
9.2 5 reviews
Orlando
18/06 – 21/06
£210/nighttotal: £630 (3 )

4 Bedrooms3 Bathrooms At Storey Lake Resort

4 2
house, Hunters Creek
Located in Kissimmee, this house is situated 8.7 kilometres from Gatorland and 9.8 kilometres from Disney Springs, offering convenient access to major Orlando theme parks.
This spacious 202 square metre house with a pool accommodates up to 12 guests across 4 bedrooms and 3 bathrooms, featuring a fully equipped kitchen, free Wi-Fi, and access to resort amenities including an indoor swimming pool and fitness centre.
Lakefront Home With Hot Tub And Dock In Orlando! - Orlando
9.5 2 reviews
Orlando
24/12 – 03/01
£404/nighttotal: £4040 (10 )

Lakefront Home With Hot Tub And Dock In Orlando!

3 7
house, Pine Castle
This lakefront home in Orlando is situated 5.1 kilometres from Church Street Station and the Kia Centre, and 5.5 kilometres from the Holy Land Experience.
Boasting a private swimming pool and hot tub, this spacious 3-bedroom house offers accommodation for 13 guests with free WiFi and parking.
210 Disney Universal Convention Center - Orlando
10 3 reviews
Orlando
02/09 – 11/09
£160/nighttotal: £1440 (9 )

210 Disney Universal Convention Center

3 3
house, Williamsburg
Located in Orlando, this house is conveniently situated just 2.9 kilometres from the Orange County Convention Centre and 3.2 kilometres from Universal Epic Universe.
This family-friendly house with a pool offers a fitness centre, jacuzzi, and tennis court, alongside a fully equipped kitchen and a garden, perfect for accommodating up to 15 guests.
4873- Great Family Home Near Disney, Private Pool, Storey Lake (Pet Friendly) - Orlando
9.5 56 reviews
Orlando
29/12 – 05/01
£372/nighttotal: £2604 (7 )

4873- Great Family Home Near Disney, Private Pool, Storey Lake (Pet Friendly)

4 5
apartment, Hunters Creek
Located in Kissimmee, Florida, this apartment offers excellent proximity to major theme parks, with Disney World just 8 kilometres away, SeaWorld 11 kilometres, and Universal Studios 16 kilometres.
This spacious 178 square metre apartment, accommodating up to 10 guests, features a private screened-in swimming pool and access to the Storey Lake Resort amenities, including a spa and fitness centre.
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